Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligand

New ligand (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol (HDmazo) was prepared by the coupling reaction between 4,5-dimethylthiazol-2-amine and 4-((dimethylamino)methyl)phenol. Moreover, the [MCl2(HDmazo)] and [M(HDmazo)2] [MII = Pd and Pt] were prepared using the direct...

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Main Authors: Ahmed S.M. Al-Janabi, Khulood H. Oudah, Samar A. Aldossari, Mohamed A. Khalaf, Abdulrahman M. Saleh, Mohammad R. Hatshan, Nourah B. Altheeb, Syed Farooq Adil
Format: Article
Language:English
Published: Elsevier 2023-05-01
Series:Journal of Saudi Chemical Society
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1319610323000236
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author Ahmed S.M. Al-Janabi
Khulood H. Oudah
Samar A. Aldossari
Mohamed A. Khalaf
Abdulrahman M. Saleh
Mohammad R. Hatshan
Nourah B. Altheeb
Syed Farooq Adil
author_facet Ahmed S.M. Al-Janabi
Khulood H. Oudah
Samar A. Aldossari
Mohamed A. Khalaf
Abdulrahman M. Saleh
Mohammad R. Hatshan
Nourah B. Altheeb
Syed Farooq Adil
author_sort Ahmed S.M. Al-Janabi
collection DOAJ
description New ligand (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol (HDmazo) was prepared by the coupling reaction between 4,5-dimethylthiazol-2-amine and 4-((dimethylamino)methyl)phenol. Moreover, the [MCl2(HDmazo)] and [M(HDmazo)2] [MII = Pd and Pt] were prepared using the direct reaction of equivalent molar of HDmazo and Na2PdCl4 or K2PtCl4. The HDmazo and its complexes were investigated by different spectroscopic techniques. In complexes (1–2) HDmazo ligand behaves as bidentate style through the nitrogen of azo group and nitrogen of thiazole ring towards Pd(II) and Pt(II). Or in a bidentate fashion via the oxygen atom of the hydroxylate group and nitrogen atom of azo group as mono-anion in complexes (3–4). Further, the study of biological activity against four pathogenic bacteria showed that compound (3) exhibited good activity compared to other compounds. Additional the anti-tumor action against A2870 cell lines was screened, and the complexes (1) and (2) displayed good activity with 7.45 ± 0.98 µM and 13.23 ± 1.43 µM, respectively. The binding mechanism of the prepared compounds with EGFR tyrosine kinase, was investigated using molecular docking experiments.
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spelling doaj.art-2a3ca8203ed047b3ae1294119817e3be2023-06-15T04:54:26ZengElsevierJournal of Saudi Chemical Society1319-61032023-05-01273101619Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligandAhmed S.M. Al-Janabi0Khulood H. Oudah1Samar A. Aldossari2Mohamed A. Khalaf3Abdulrahman M. Saleh4Mohammad R. Hatshan5Nourah B. Altheeb6Syed Farooq Adil7Department of Chemistry, College of Science, Tikrit University, Tikrit, Iraq; Corresponding authors.Pharmaceutical Chemistry Department, College of Pharmacy, Al-Ayen University, Thi-Qar, IraqDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, United Arab Emirates University, P. O. Box 15551, Al Ain, United Arab EmiratesPharmaceutical Medicinal Chemistry & Drug Design Department, Faculty of Pharmacy (Boys), Al-Azhar University, Cairo 11884, EgyptDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia; Corresponding authors.New ligand (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol (HDmazo) was prepared by the coupling reaction between 4,5-dimethylthiazol-2-amine and 4-((dimethylamino)methyl)phenol. Moreover, the [MCl2(HDmazo)] and [M(HDmazo)2] [MII = Pd and Pt] were prepared using the direct reaction of equivalent molar of HDmazo and Na2PdCl4 or K2PtCl4. The HDmazo and its complexes were investigated by different spectroscopic techniques. In complexes (1–2) HDmazo ligand behaves as bidentate style through the nitrogen of azo group and nitrogen of thiazole ring towards Pd(II) and Pt(II). Or in a bidentate fashion via the oxygen atom of the hydroxylate group and nitrogen atom of azo group as mono-anion in complexes (3–4). Further, the study of biological activity against four pathogenic bacteria showed that compound (3) exhibited good activity compared to other compounds. Additional the anti-tumor action against A2870 cell lines was screened, and the complexes (1) and (2) displayed good activity with 7.45 ± 0.98 µM and 13.23 ± 1.43 µM, respectively. The binding mechanism of the prepared compounds with EGFR tyrosine kinase, was investigated using molecular docking experiments.http://www.sciencedirect.com/science/article/pii/S1319610323000236Azo dyeThiazoleBiological activityMolecular dockingPalladiumPlatinum
spellingShingle Ahmed S.M. Al-Janabi
Khulood H. Oudah
Samar A. Aldossari
Mohamed A. Khalaf
Abdulrahman M. Saleh
Mohammad R. Hatshan
Nourah B. Altheeb
Syed Farooq Adil
Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligand
Journal of Saudi Chemical Society
Azo dye
Thiazole
Biological activity
Molecular docking
Palladium
Platinum
title Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligand
title_full Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligand
title_fullStr Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligand
title_full_unstemmed Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligand
title_short Spectroscopic, anti-bacterial, anti-cancer and molecular docking of Pd(II) and Pt(II) complexes with (E)-4-((dimethylamino)methyl)-2-((4,5-dimethylthiazol-2-yl)diazenyl)phenol ligand
title_sort spectroscopic anti bacterial anti cancer and molecular docking of pd ii and pt ii complexes with e 4 dimethylamino methyl 2 4 5 dimethylthiazol 2 yl diazenyl phenol ligand
topic Azo dye
Thiazole
Biological activity
Molecular docking
Palladium
Platinum
url http://www.sciencedirect.com/science/article/pii/S1319610323000236
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